Holiday home rentals in Western Massachusetts

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

Welcome to the newly renovated lakefront vacation house in the Catskills. It is perfect for family & friends looking for a getaway in the Hudson valley and Catskill mountains. Close to ski resorts like Hunter & Windham. This peaceful retreat is located in a beautiful lake community with a large waterfront backyard.  You will enjoy:  • Gathering around the fire pit by the waterfront with s’mores • Relaxing in the Hot Tub overlooking the lake • Wake up to the beautiful lake view from your bedroom

La Maison Hudson: Charming 1BR In Prime Location

Welcome to La Maison in Hudson! This charming three-story townhouse, just two blocks from vibrant Warren Street, is perfect for families, friends, or a romantic getaway. Apartment 2 offers 1 bedroom, 1 bath, and accommodates 2 guests. Enjoy cozy thrifted decor, a private balcony, convenient parking, and a fully equipped kitchen with a dining table for six. Warren St: 3-min walk Train station: 15-min walk Olana: 8-min drive Art OMI: 15-min drive Your ideal mix of convenience & culture awaits!

Catskills Escape w/ Hot Tub, Fire Pit, near slopes

Nestled between Hunter and Tannersville, our cozy and clean house is minutes from Hunter Mountain. Enjoy skiing, snowboarding, hiking, and the nearby lakes. Tannersville has great restaurants, boutique stores, a park with pickleball courts and kayak rentals, a theater, a supermarket, and more. Our home has four spacious bedrooms, two bathrooms, a full kitchen, a deck, and a living area for entertaining. Enjoy ping-pong, the outdoor hot tub, or gather around the fire pit for a mountain bonfire!

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Private new house on 10 acres of pristine nature

Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

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Glens Falls house near Lake George & Saratoga

Use our cozy 3 bedroom home away from home to enjoy everything in the Lake George area. We are 5 minutes to downtown Glens Falls restaurants, 10 minutes to West Mountain, 15 minutes to Lake George, and 20 minutes to Saratoga. Feel at home during any season visiting family or friends, as a home base for work, vacation, skiing, or to just get away to enjoy living and a small town feel. Relax with a coffee on one of the porches, a bbq, or a peaceful walk around the neighborhood or downtown.

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Historic 1827 House | 2BR • Walkable location

Attending a wedding at Farm Road Estate? Need a pet-friendly walkable location? We're directly across the street—a quick walk to the venue. Next to the VT Adventure Challenge & 1846 Tavern! Perfect for weddings and traveling professionals, this renovated first-floor 2BR blends historic charm with modern comforts—escape puzzle box and heated bathroom floors included. Historic front porch renovation is finished! Grab a seat and enjoy the fresh mountain air. Pictures coming soon.

Winterberry Lodge: Newly Renovated at Jiminy Peak

NEWLY RENOVATED - 3 BR 2 BA~ sleeps 10, swimming pool, private deck w/ awning, Weber grill Multi-level 3 bedroom house only 2 miles from Jiminy Peak (has community pool). Fully equipped RENOVATED kitchen, fully renovated bathrooms, new floors and carpeting, has "perfect hill" right off the deck to sled and a Weber grill for warmer weather. Cozy loft area to enjoy board games and several smart TVs throughout . Wonderful base to enjoy the Berkshires year around!

Perfect Serene Waterfront All Season Retreat!

Enjoy everything the Berkshires has to offer from this beautiful, secluded, nicely renovated waterfront house set on two wooded acres of forested land. Explore the stream that runs through the property, or just sit on the large deck or down by the crystal clear lake and listen to the sounds of nature while feeling the warm sun on your face. Very private--just one near neighbor. The sunny house has 2 bedrooms, study with sofa bed, 2 full baths, full kitchen!

Riverfront rustic farmhouse near Rhinebeck

This historic Clinton Hollow house was built by Isaac Fraleigh in the late 1700's and overlooks the waterfalls of Wappingers Creek. The house has the architectural details of an antique colonial and the open, spacious feel of a modern contemporary. The great room with its big fireplace has different vibes and seating areas and is just perfect for family and friends gathering. The Petanque field in the garden add a fun convivial activity.

Explore the Berkshires from this charming home.

The whole group will enjoy easy access to everything from this centrally located place. Ski Bousquet, Butternut, or Jiminy Peak. Visit charming towns of Great Barrington, Lee, Stockbridge, Lenox, Adams, N. Adams and Williamsburg. All within a short drive. Soak up some culture by visiting Clark Museum, Mass Moca, or the Rockwell Museum, or listen to some great live music at Tanglewood during the summers.

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Guest favourite

Kingston/Woodstock Oasis: Pool, Hot Tub, Game Room

Reconnect with friends, family and nature at Gallis Hill House...a secluded hilltop oasis in Kingston/Woodstock part of the Hudson Valley. Equipped with amenities like a hot tub, BBQ, gaming room, wet bar, a swimming pool (in summertime) and ample parking, you'll have everything you need (and more!) while staying in the Hudson Valley.

Peaceful Hudson Riverfront in downtown Coxsackie

Warm and welcoming - with views that rival a Thomas Cole painting. Heron's View is one of the best spots on the Hudson River. Just a 5 minute walk to the new Wire Event Center, along with shops, restaurants, park, playground and pavilion in the Historic District of Downtown Coxsackie. Superb hiking, golf, and breweries nearby.